(2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

Base Information

Chemical Name:(2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide
CAS No.:1452578-58-3
Molecular Formula:C₁₇H₁₇NO₅
Molecular Weight:315.326
Hs Code.:

Synonyms:(2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

Chemical Property:

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Technology Process of (2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

There total 4 articles about (2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

: 1452578-57-2
(2S,3R,4S,5S)-methyl 5-([1,1′-biphenyl]-4-yl)-3,4-dihydroxytetrahydrofuran-2-carboxylate

: 1452578-58-3
(2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

Guidance literature:: With hydroxylamine hydrochloride; sodium methylate; In methanol; at 20 ℃; for 48h;
DOI:10.1039/c3ob41082j

Reference yield:

: 98-80-6
phenylboronic acid

: 1452578-58-3
(2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / 20 °C / Inert atmosphere

1.2: 0.17 h / 20 °C / Inert atmosphere

1.3: 16 h / 80 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / methanol / 16 h / Reflux

3.1: hydroxylamine hydrochloride; sodium methylate / methanol / 48 h / 20 °C

With hydroxylamine hydrochloride; sodium methylate; toluene-4-sulfonic acid; In methanol; 1,2-dimethoxyethane;
DOI:10.1039/c3ob41082j

Reference yield:

: 1395409-46-7
methyl (3aR,4S,6S,6aR)-6-(4-iodophenyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate

: 1452578-58-3
(2S,3R,4S,5S)-5-([1,1′-biphenyl]-4-yl)-N,3,4-trihydroxytetrahydrofuran-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / 20 °C / Inert atmosphere

1.2: 0.17 h / 20 °C / Inert atmosphere

1.3: 16 h / 80 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / methanol / 16 h / Reflux

3.1: hydroxylamine hydrochloride; sodium methylate / methanol / 48 h / 20 °C

With hydroxylamine hydrochloride; sodium methylate; toluene-4-sulfonic acid; In methanol; 1,2-dimethoxyethane;
DOI:10.1039/c3ob41082j